If all of your listings have that percentage year-round, I think you are possibly the highest ranked Airbnb host on the entire platform!

I would say no-pitch meetups over a year would be the best possible chance to find someone who can be a voice of reason in your investing life if you don't have one.

Through a wholesaler and we negotiated after doing thorough due diligence How did you finance this deal?

This will effect your ability to obtain financing for quite a few years but may be worth considering.  

Possible add insurance on your appliances with them paying by adjusting the rent or if they are OK with it so if something else breaks,your covered. 

Buyers could look at a DSCR loan which does take into account the revenue from the rent but it doesn't count towards the value of the property.Now, buyers could look at a business loan of some kind but I am not sure they would qualify if it is only one property and even then, the value is mostly in the property and not the possible revenue. 

In order to help finance the care, we are currently renting house and foresee needing to draw equity from it in the future. 

I actually helped a fellow realtor finance a STR in Johnson city and she seems to be doing very well.

The initial plan is a 1200 sf build out with plans to expand back away from the cliff later as finances and interest rates are more favorable.